I think cables plugs and chargers are big luggage suckers when travelling - ugh the weight of them!
I need four cables - phone, watch, hearing aids (+charging case), and tablet.
Anyway earlier in the year I bought a European two pin multiport plug. Gamechanger! it has four ports, high voltage and it has made SUCH a difference. In fact I bought two just in case!
Minimal toiletries, just lip balm and eye drops for the plane. Minimal make up, just powder foundation, powder blush and a brush, that's it and I'm no natural beauty either!
Pick a colour palette. I use black and navy bottoms, teamed with cream/gold/grey tops. I don't wear dresses (cos then I have to shave and tan my bloody legs!) I don't go to hotspots, mostly travel off season. Buy stuff when I get there if I need anything, heck I'd say you could buy anything you need even at Everest Base Camp these days.
One pair of broken in trainers for walking which I wear travelling, one pair of flats for meals out. Why would I need any more?
It's tempting to think what if?, Maybe I'll wear that and so on. But my view is, if you didn't bring it, you can't wear it, and if in desperate need, buy it there.